Unlock instant, AI-driven research and patent intelligence for your innovation.

Synthetic method for diazepamum drug intermediate 2-amino-5-chloro-benzophenone

A technology for benzadiazole and a synthesis method, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as long reaction time, and achieve the effects of shortening reaction time and improving reaction yield.

Active Publication Date: 2016-11-09
西安康诺化工有限公司
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Chinese invention patent CN105461576A discloses a synthesis of 2-amino-5-chloro-benzophenone by reacting benzamide and chloroaniline, but the reaction time of this synthesis method is too long, exceeding 27 hours. Therefore, it is necessary to propose a A new synthetic method

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Synthetic method for diazepamum drug intermediate 2-amino-5-chloro-benzophenone
  • Synthetic method for diazepamum drug intermediate 2-amino-5-chloro-benzophenone
  • Synthetic method for diazepamum drug intermediate 2-amino-5-chloro-benzophenone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A kind of synthetic method of benzodiazepine medicine intermediate 2-amino-5-chloro-benzophenone, comprises the steps:

[0023] A. In a reaction vessel equipped with a stirrer and a reflux condenser, add 0.26mol of 5-chloro-3-phenyl-benzisoxazole, with a mass fraction of 30% 2-bromo-5-fluoronitrobenzene Solution 390ml, nickel chloride powder 0.46mol, control the stirring speed at 190rpm, raise the solution temperature to 78°C, and reflux for 120min;

[0024] B. Add 90ml of 4-chlorophenethylamine solution with a mass fraction of 21%, slowly add a ethylene glycol dimethyl ether solution with a mass fraction of 37%, control the addition time at 110min, and continue the reflux reaction for 5h;

[0025] C. Add 200ml of sodium bicarbonate solution with a mass fraction of 27%, lower the solution temperature to 16°C, decolorize with molecular sieves, filter, concentrate the filtrate, lower the solution temperature to 5°C again, wash with a 70% triethylamine solution, and oxidiz...

Embodiment 2

[0027] A kind of synthetic method of benzodiazepine medicine intermediate 2-amino-5-chloro-benzophenone, comprises the steps:

[0028] A. In a reaction vessel equipped with a stirrer and a reflux condenser, add 0.26mol of 5-chloro-3-phenyl-benzisoxazole, and the mass fraction is 25% of 2-bromo-5-fluoronitrobenzene Solution 300ml, nickel chloride powder 0.46mol, control the stirring speed at 160rpm, increase the solution temperature to 70°C, and reflux for 90min;

[0029] B. Add 90ml of 4-chlorophenethylamine solution with a mass fraction of 15%, slowly add a ethylene glycol dimethyl ether solution with a mass fraction of 30%, control the addition time at 80min, and continue the reflux reaction for 3h;

[0030] C, adding 200ml of sodium bicarbonate solution with a mass fraction of 21%, lowering the solution temperature to 10°C, decolorizing with molecular sieves, filtering, and concentrating the filtrate, lowering the solution temperature to 2°C again, washing with a 60% trieth...

Embodiment 3

[0032] A kind of synthetic method of benzodiazepine medicine intermediate 2-amino-5-chloro-benzophenone, comprises the steps:

[0033] A. In a reaction vessel equipped with a stirrer and a reflux condenser, add 0.26mol of 5-chloro-3-phenyl-benzisoxazole, and the mass fraction is 29% of 2-bromo-5-fluoronitrobenzene Solution 360ml, nickel chloride powder 0.46mol, control the stirring speed at 170rpm, increase the solution temperature to 73°C, and reflux for 110min;

[0034] B. Add 90ml of 4-chlorophenethylamine solution with a mass fraction of 19%, slowly add a ethylene glycol dimethyl ether solution with a mass fraction of 36%, control the addition time at 90min, and continue the reflux reaction for 4h;

[0035] C, add mass fraction and be 28% sodium bicarbonate solution 200ml, reduce solution temperature to 13 ℃, decolorize with molecular sieve, filter, filtrate concentrates, reduce solution temperature to 3 ℃ again, mass fraction is 65% triethylamine solution washing, no Deh...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a synthetic method for a diazepamum drug intermediate 2-amino-5-chloro-benzophenone. The synthetic method comprises the following steps: subjecting 5-chloro-3-phenyl-benzisoxazole (as shown in a formula 2) and nickel chloride powder to a heating reflux reaction in a 2-bromo-5-fluoronitrobenzene solution; then adding a 4-(chlorophenyl)ethylamine solution and a glycol dimethyl ether solution and continuing the reflux reaction; and adding a sodium bicarbonate solution, carrying out cooling, decoloring, filtering, filtrate concentration, cooling again, washing and dehydration so as to obtain the crystal 2-amino-5-chloro-benzophenone. Compared with synthetic methods in the prior art, the synthetic method provided by the invention is greatly shortened in reaction time; and the synthetic method provides a novel synthetic route and lays good foundation for further improvement of reaction yield.

Description

technical field [0001] The invention relates to a preparation method of a pharmaceutical intermediate, belonging to the field of organic synthesis, in particular to a synthesis method of a benzodiazepine pharmaceutical intermediate 2-amino-5-chloro-benzophenone. Background technique [0002] Benzodiazepine drugs are mainly used for the treatment of anxiety and various functional neurosis, insomnia, especially for anxious insomnia. It can be used in combination with other antiepileptic drugs to treat grand mal or petit mal seizures, and it should be injected intravenously to control status epilepticus. Convulsions caused by various reasons, such as eclampsia, tetanus, and convulsions caused by high fever in children. Cerebrovascular accident or spinal cord injury central myotonia or muscle spasm caused by lumbar muscle strain, endoscopic examination, etc. Migraine, muscle tension headache, hiccup, reflex muscle spasm caused by inflammation, panic disorder, alcohol withdrawa...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C221/00C07C225/22
CPCC07C221/00C07C225/22
Inventor 彭飞
Owner 西安康诺化工有限公司